Acta Crystallographica Section C

Volume 66, Part 6 (June 2010)


organic compounds



sf3130 scheme

Acta Cryst. (2010). C66, o317-o320    [ doi:10.1107/S0108270110019384 ]

Two polymorphs of safinamide, a selective and reversible inhibitor of monoamine oxidase B

K. Ravikumar and B. Sridhar

Abstract: Two polymorphs of safinamide {systematic name: (2S)-2-[4-(3-fluorobenzyloxy)benzylamino]propionamide}, C17H19FN2O2, a potent selective and reversible monoamine oxidase B (MAO-B) inhibitor, are described. Both forms are orthorhombic and regarded as conformational polymorphs due to the differences in the orientation of the 3-fluorobenzyloxy and propanamide groups. Both structures pack with layers in the ac plane. In polymorph (I), the layers have discrete wide and narrow regions which are complementary when located next to adjacent layers. In polymorph (II), the layer has long flanges protruding from each side, which interdigitate when packed with the adjacent layers. N-H...O hydrogen bonds are present in both structures, whereas N-H...F hydrogen bonding is seen in polymorph (I), while N-H...N hydrogen bonding is seen in polymorph (II).

Formula: Two polymorphs of C17H19FN2O2


hkldisplay filedownload file

Structure factor file (CIF format) (83.7 kbytes)
[ doi:10.1107/S0108270110019384/sf3130Isup2.hkl ]
Contains datablock I


hkldisplay filedownload file

Structure factor file (CIF format) (80.7 kbytes)
[ doi:10.1107/S0108270110019384/sf3130IIsup3.hkl ]
Contains datablock II


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